hi therethe headphones can usually be routed to a different channel,yes for sure.But you have to set up a cue mix in Live to do thisVery straightforward,go to the right of Lives,master section,there are 2 drop down boxes

Cue mix,drop down box select say channel 1 for cue and then say 2 and 3 for stereo output for the main sound of your track

this depend on how you set up the channels in the preferences menu

And naturally your chosen audio interface, (when I get a minute I will pop a link to a picture showing this,for reference)